Q: Problems syncing iPad

Hi there routnick,

It sound like your sync process is getting stuck when waiting for items to copy. I would start by restarting your Mac, then forcing your iPad to restart with the Home and the Sleep/Wake buttons:

iOS: Turning off and on (restarting) and resetting
 
If the issue persists, backup your device to iTunes, then restore it as new and verify that it works. 
 
How to erase your iOS device and then set it up as a new device or restore it from backups

If it does, then restore your backup to either verify it still works and the software just needed reinstalled, or isolate the issue to the backup file itself. Thank you for using Apple Support Communities. All the Best!